Compounds as anti-inflammatory, immunomodulatory and...

Details Compounds as anti-inflammatory, immunomodulatory and... Compounds as anti-inflammatory, immunomodulatory and...

2007-02-13

2007-02-13

McKane, Joseph K. (Department: 1626)

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Nitrogen containing other than solely as a nitrogen in an...

C514S615000, C562S504000

Reexamination Certificate

active

10193526

ABSTRACT:
The present invention relates to novel compounds that can be used as antiinflammatory, immunomodulatory and antiproliferatory agents. In particular the invention refers to new compounds which inhibit dihydroorotate dehydrogenase (DHODH), a process for their manufacture, pharmaceutical compositions containing them and to their use for the treatment and prevention of diseases, in particular their use in diseases where there is an advantage in inhibiting dihydroorotate dehydrogenase (DHODH).

REFERENCES:
patent: 3726881 (1973-04-01), Kisfaludy et al.
patent: 6291504 (2001-09-01), Nugiel et al.
patent: 2004/0176458 (2004-09-01), Leban et al.
patent: 2004/0192758 (2004-09-01), Leban et al.
patent: 28 51 379 (1979-05-01), None
patent: 29 21 002 (1979-11-01), None
patent: 29 38 571 (1980-04-01), None
patent: 33 46 814 (1984-06-01), None
patent: 0 638 545 (1994-07-01), None
patent: 0 638 545 (1994-07-01), None
patent: 0 982 292 (1999-08-01), None
patent: 50121428 (1975-09-01), None
patent: WO 96/29392 (1996-09-01), None
patent: WO 98/57618 (1998-12-01), None
patent: WO 98/58075 (1998-12-01), None
patent: WO 99/27786 (1999-06-01), None
patent: WO 99/53915 (1999-10-01), None
patent: WO 99/55368 (1999-11-01), None
patent: WO 01/36383 (2001-05-01), None
patent: WO 01/51456 (2001-07-01), None
Fuqua et al., “Census and Consensus in Bacterial Ecosystems: The LuxR-LuxI Family of quorum-Sensing Transcriptional Regulators,”Ann. Rev. Microbiol. 50:727-51, 1996.
Fuqua & Greenberg, “Self Perception in Bacteria: Quorum Sensing with Acylated Homoserine Lactones,”Curr. Opinion Microbiol. 1:183-89, 1998.
Eberl, “N-Acyl Homoserinelactone-mediated Gene Regulation in Gram-negative Bacteria,”Syst. Appl. Microbiol. 22:493-506, 1999.
De Kievit & Iglewski, “Bacterial Quorum Sinsing in Pathogenic Relationships,”Infect. Immun.68:4839-49, 2000.
Davies et al., “The Involvement of Cell-to-Cell Signals in the Development of a Bacterial Biofilm,”Science280:295-8, 1998.
Huber et al. “TheCepQuorum-sensing System ofBurkholderia CepaciaH111 Controls Biofilm Formation and Swarming Motility,” Microbiology 147:2517-28, 2001.
Costerton et al., “Microbial Biofilms,”Ann. Rev. Microbiol. 49:711-45, 1995.
Govan & Deretic, “ Microbial Pathogenesis in Cystic Fibrosis: MucoidPseudomonas aeruginosaandBurkholderia cepacia,” Microbiol.Rev.60:539-74, 1996.
Costerton et al., “Bacterial Biofilms: A Common Cause of Persistent Infections,”Science284:1318-22, 1999.
Lewis, “Riddle of Biofilm Resistance,”Antimicrob. Agents Chemother.45:999-1007, 2001.
Stickler et al., “Biofilms on Indwelling Urethral Catheters Produce Quorum-Sensing Signal Molecules In Situ and In Vitro,”Appl. Environm. Microbiol. 64:3486-90, 1998.
Govan et al., “Burkholderia cepacia: medical, taxonomic and ecological issues,”J. Med. Microbiol.45:395-407, 1996.
Dong et al., “Quenching quorum-sensing-dependent Bacterial Infection by an N-acyl Homoserine Lactonase,”Nature411:813-7, 2001.
Schaefer et al., “Quorum Sensing inVibrofisheri: Probing Autoinducer-LuxR Interactions with Autoinducer Analogs,”J. Bacteriol.178:2897-901, 1996.
Zhu et al., “Analogs of the Autoinducer 3-Oxooctanoyl-Homoserine Lactone Strongly Inhibit Activity of the TraR Protein ofAgrobacterium tumefaciens,” J Bacteriol. 180:5398-405, 1998.
McLean et al., “Quorum sensing andChromobacterium violaceum: Exploitation of Violacein Production and Inhibition for the Detection of N-acylhomoserine Lactones,”Microbiology143:3703-11, 1997.
Swift et al., “Quorum Sensing inAeromonas hydrophiliaandAeromonas salmonicida: Identification of the LuxRI Homologs AhyRI and AsaRI and Their Cognate N-Acylhomoserine Lactone Signal Molecules,”J. Bacteriol.179:5271-81, 1997.
Pesci et al., “Regulation oflasandrhIQuorum Sensing inPseudomonas aeruginosa,” J. Bacteriol.179:3127-32, 1997.
Fuqua et al., “Quorum Sensing in Bacteria: the LuxR-LuxI Family of Cell Density-Responsive Transcriptional Regulators,”J. Bacteriol.176:269-75, 1994.
A.L. Beckwith, “Synthesis of Amides,”The Chemistry of Functional Groups, John Wiley & Sons, 1975, p. 74-131.
Bauer, W. & Kühlein, K., “Thiocarbonsäure-amide,” Houben-Weyl, J. Falbe (ed.), G. Thieme Verlag, vol. E5, p. 1219-59.
Caldwell et al., “Substituted 2-Sulfonamido-5-aminopyridines,”J. Am. Chem. Soc.1944, 66, 1479-82.
Flynn et al., “Polymer-Assisted Solution Phase (PASP) Chemical Library Synthesis,”Med. Chem. Res., 1998, 8, 219-43.
Dziadulewicz et al., “Design of Non-Peptide CCK2and NK1Peptidomimetics Using 1-(2-Nitrophenyl)thiosemicarbazide as a Novel Common Scaffold,”Bioorg. Med. Chem. Lett.2001, 11, 5, 705-10.
Döpp, D. and Döpp, H. in Houben-Weyl, “Methoden der organischen Chemie”, 4. Ed., G. Thieme Verlag, J. Falbe (ed.), vol. E5, pp. 1173-80.
P.A. S. Smith, “Open-Chain Nitrogen Compounds: Hydrazides, Amidrazones, and Hydrazidines”, W. A. Benjamin Inc., New York, vol. 2, p. 173-201.
Dornow A. & Wedekind, “Über Umsetzungen von Carbonylverbindungen und die Darstellung einiger Sulfhyrazide der Pyridinreihe (II)1,” GArch. Pharm. 1953, 286, 338-43.
Kustova, T.P. & Kuritsyn, L.V., “Kinetics of Arylsulfonation of Arenecarbohyrazides with 4-Nitrobenzenesulfonyl Chloride in Organic Solutions,”Russ. J. Gen. Chem.2000, 70, 3, 459-60.
Leadini et al., “Gas-phase Cyclisation Reactions of 1-(2-arylaminophenyl)alkaniminyl Radicals,”J. Chem. Soc. Perkin Trans.1 1998, 1833-8.
M. Reinecke and E.S. Brown., “Another Rearrangement during the Photolysis of Lithium 3-[(p-Tolylsulfonyl)amino]-1,2,3-benzotriazin-4-(3H)-one,”J. Org. Chem.1988, 53, 1, 208-10.
Daunis, J., and Follert, M., “No. 161.—Étude en série as-triazine. XVII.—Synthése et étude des triazolyl-6 as-triazines,”Bull. Soc. Chim. Fr.1975, 864.
Organic Synthesis on Solid Phase, Ed. F.Z. Dörwald, p. 331ff Wiley-VCH, Weinheim, 1999 or Houben-Weyl, vol. E4,Kohlensäure-Derivate [Carboxylic acid derivatives] Publisher Hagemann, Georg Thieme Verlag, Stuttgart, 1983.
R. A. Batey, “An Efficient New Protocol for the Formation of Unsymmetrical Tri- and Tetrasubstituted Ureas,”Tetrahedron Letters1998, 39, 6267-70.
Scheibye, S et al., “Studies on Organophosphorous Compounds XXI. The Dimer of p-Methoxyphenylthionphosphine Sulfide as Thiation Reagent. A New Route to Thiocarboxamides,”Bull. Soc. Chim., Belg. Synth.1978, 87, 229-38.
Thomsen, I. et al., “Thiation with 2,4-Bis(4-Methoxyphenyl)-1,3,2,4-Dithiadiphosphetane 2,4-Disulfide: N-Methylthioprrolidone (2-Pyrrolidinethione, 1-methyl-),”Org. Synth., 1984, 62, 158-64.
Hurd, R. N & DeLa Mater, G., “The Preparation and Chemical Properties of Thionamides,”Chem. Rev.1961, 61, 45-86.
Gomez L et al.,“ An Efficient Procedure for Traceless Solid-Phase Synthesis of N,N1-Substituted Thioureas by Thermolytic Cleavage of Resin-Bound Dithiocarbamates,”J. Comb. Chem., 2000, 2, 75-79.
U. Kraatz in Houben-Weyl, vol. E4,Kohlensäure-Derivate [Carbonic acid derivatives], Editor Hagemann, Georg Thierne Verlag Stuttgart , 1983, 484-505.
Dewynter, G. et al., “Sulfonyl Bis-N-Oxazolidinone (SBO): A New Versatile Dielectrophile with Sequential Reactivity,”Tetrahedron Letters1997, vol. 38, 8691-4.
J. Parlow et al., “Utility of Complementary Molecular Reactivity and Molecular Recognition (CMR/R) Technology and Polymer-Supported Reagents in the Solution-Phase Synthesis of Heterocyclic,”J. Org. Chem.1997, 62, 5908-19.
Dobosz et al., Synthesis of New Derivatives of 3-Benzyl-4-R-662-1,2,4-Triazolin-5-one and 3,3'-Methylidyne Bis(4-R-1,2,4-Δ2-Triazolin-5-One)Acta Pol. Pharm., 2000, 57, 3, 205-12.
Hui, X.P. et al., &

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